EP2890749B1 - Revêtements durables durcissables par uv - Google Patents

Revêtements durables durcissables par uv Download PDF

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Publication number
EP2890749B1
EP2890749B1 EP13770989.5A EP13770989A EP2890749B1 EP 2890749 B1 EP2890749 B1 EP 2890749B1 EP 13770989 A EP13770989 A EP 13770989A EP 2890749 B1 EP2890749 B1 EP 2890749B1
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EP
European Patent Office
Prior art keywords
coating
acrylate
lubricant
present
radiation source
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Revoked
Application number
EP13770989.5A
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German (de)
English (en)
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EP2890749A1 (fr
Inventor
Dong Tian
Larry W. Leininger
Rebecca L. Winey
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Armstrong World Industries Inc
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Armstrong World Industries Inc
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • C09D163/10—Epoxy resins modified by unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D153/00—Coating compositions based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
    • C09D167/07—Unsaturated polyesters having carbon-to-carbon unsaturation having terminal carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
    • E—FIXED CONSTRUCTIONS
    • E04—BUILDING
    • E04B—GENERAL BUILDING CONSTRUCTIONS; WALLS, e.g. PARTITIONS; ROOFS; FLOORS; CEILINGS; INSULATION OR OTHER PROTECTION OF BUILDINGS
    • E04B1/00—Constructions in general; Structures which are not restricted either to walls, e.g. partitions, or floors or ceilings or roofs
    • E04B1/62—Insulation or other protection; Elements or use of specified material therefor
    • E04B1/92—Protection against other undesired influences or dangers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
    • C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31511—Of epoxy ether
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31652—Of asbestos
    • Y10T428/31663—As siloxane, silicone or silane
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31786—Of polyester [e.g., alkyd, etc.]

Definitions

  • the present invention relates to radiation curable compositions for use in coating substrates, and more particularly to ultraviolet curable coatings for flooring and other applications.
  • Radiation curable coatings such as UV curable coatings, are applied to various types of substrates to enhance their durability and finish. These radiation curable coatings are typically mixtures of resins, including oligomers and monomers that are radiation curable after being applied to the substrate. The radiation curing polymerizes and/or cross-links the resins to produce high or low gloss coatings. Radiation curable coatings are often referred to as topcoats or wear layers and are used, for example, in a wide variety of flooring applications, such as on linoleum, hardwood, resilient sheet, and tile flooring.
  • the present disclosure provides a UV curable coating comprising: an acrylate component; a photoinitiator; an amine synergist; and an abrasive.
  • the present invention provides a UV curable coating according to claim 1 comprising: from 65 wt. % to 85 wt. % of an acrylate component; from 0.1 wt. % to 5 wt. % of a photoinitiator; from 0.1 wt. % to 5 wt. % of an amine synergist; from 1 wt% to 10 wt% of a lubricant; and from 1 wt. % to 15 wt. % of an abrasive, wherein the acrylate component comprises a silicone acrylate; and wherein the lubricant is a wax lubricant.
  • the present invention is also directed to a flooring product according to claim 5 comprising: a substrate; and a UV curable coating comprising: from 65 wt. % to 85 wt. % of an acrylate component; from 0.1 wt. % to 5 wt. % of a photoinitiator; from 0.1 wt. % to 5 wt. % of an amine synergist; from 1 wt% to 10 wt% of a lubricant; and from 1 wt. % to 15 wt. % of an abrasive, wherein the coating is applied to a major surface of the substrate, wherein the acrylate component comprises a silicone acrylate; and wherein the lubricant is a wax lubricant.
  • the present invention also provides methods of improving the heel scuff resistance and/or scratch resistance of a flooring product, reducing the extent to which dirt is attracted to a surface of a flooring product, improving the cleanability of a surface of a flooring product, reducing the water-based staining of a flooring product, or reducing the volatile organic emissions from a flooring product, comprising applying to the major surface of a substrate, any one of the coatings according to the invention; and exposing the coated substrate to at least one radiation source selected from an infrared radiation source and an ultraviolet radiation source.
  • the coating is applied to the substrate in an amount sufficient to provide a wet thickness of from 0.5 to 2 mm.
  • the present invention provides a UV curable coating which has a hydrophobic surface.
  • Some aspects of the disclosure are directed to a UV curable coating which includes one or more polymer matting agents/waxes, silicone acrylates, abrasives, or any combination thereof.
  • compositions comprising a monomer, an oligomer, a photo initiator, a silicone acrylate, a matting wax, an additive, or a combination of two or more thereof.
  • compositions are applied directly or indirectly to a substrate.
  • Some embodiments provide methods for restoring a surface covering by application of a composition described herein.
  • Some embodiments of the present invention are directed to UV curable coatings which exhibit improved stain resistance, improved scuff resistance, improved scratch resistance, the ability to restore the coating using dry buffing maintenance, or any combination thereof.
  • UVA radiation refers to UV radiation having the strongest wavelengths between 315-400 nm.
  • UVB radiation refers to UV radiation having the strongest wavelengths between 280-315 nm.
  • UVC radiation refers to UV radiation having the strongest wavelengths between 200-280 nm.
  • curing refers to a change in state, condition, and/or structure in a material that is usually, but not necessarily, induced by at least one variable, such as time, temperature, moisture, radiation, presence and quantity in such material of a curing catalyst or accelerator, or the like.
  • the terms cover partial as well as complete curing.
  • wt. % refers to the weight percentage of the particular ingredient in the final coating composition.
  • UV curable coating comprising: an acrylate component; a photoinitiator; an amine synergist; and an abrasive.
  • Some aspects of the present disclosure provide a UV curable coating comprising: from 65 wt. % to 85 wt. % of an acrylate component; from 0.1 wt. % to 5 wt. % of a photoinitiator; from 0.1 wt. % to 5 wt. % of an amine synergist; and from 1 wt. % to 15 wt. % of an abrasive, wherein the acrylate component comprises an acrylate selected from a polyester acrylate; an epoxy acrylate; a silicone acrylate; or a combination of two or more thereof.
  • coatings comprising from about 2 wt. % to about 3.5 wt. %, of a photoinitiator.
  • the invention provides coatings which include a lubricant.
  • the coating includes from 1 wt. % to 10 wt. % of a lubricant.
  • the lubricant is a wax lubricant.
  • the wax lubricant is present in an amount of from about 2 wt. % to about 10 wt. %.
  • the wax lubricant is present in an amount of from about 5 wt. % to about 9 wt. %.
  • the wax lubricant is present in an amount of from about 6 wt. % to about 8 wt. %.
  • the wax lubricant is present in an amount of from about 7 wt. % to about 8 wt. %.
  • the wax lubricant is present in an amount of about 7.5 wt. %.
  • the coating comprises from about 70 wt. % to about 82 wt. %, of an acrylate component. In some embodiments, the coating comprises from about 75 wt. % to 80 wt. %, of an acrylate component.
  • Some embodiments provide coatings comprising from 2 wt. % to 3 wt. %, of an amine synergist.
  • coatings that further comprise a flattening agent.
  • the coating further comprises from 0.1 wt. % to 3 wt. % of a flattening agent.
  • the coating further comprises a surfactant. In some embodiments, the coating further comprises from 0.1 wt. % to 1 wt. % of a surfactant.
  • a flooring product comprising: a substrate; and a UV curable coating comprising: from 65 wt. % to 85 wt. % of an acrylate component; from 0.1 wt. % to 5 wt. % of a photoinitiator; from 0.1 wt. % to 5 wt. % of an amine synergist; and from 1 wt. % to 15 wt. % of an abrasive, wherein the coating is applied to a major surface of the substrate, wherein the acrylate component comprises an acrylate selected from a polyester acrylate; an epoxy acrylate; a silicone acrylate; or a combination of two or more thereof.
  • the coating applied to a major surface of the substrate can be any one of the coatings described herein.
  • Some aspects of the present disclosure provide a method of improving the heel scuff resistance of a flooring product comprising applying to the major surface of a substrate, any one of the coatings described herein; and exposing the coated substrate to at least one radiation source selected from an infrared radiation source and an ultraviolet radiation source.
  • aspects of the present disclosure provide a method of improving the scratch resistance of a flooring product comprising applying to the major surface of a substrate, any one of the coatings described herein; and exposing the coated substrate to at least one radiation source selected from an infrared radiation source and an ultraviolet radiation source.
  • Yet other aspects of the disclosure provide a method of reducing the extent to which dirt is attracted to a surface of a flooring product comprising applying to the major surface of a substrate, any one of the coatings described herein; and exposing the coated substrate to at least one radiation source selected from an infrared radiation source and an ultraviolet radiation source.
  • Still further aspects of the disclosure provide a method of improving the cleanability of a surface of a flooring product comprising applying to the major surface of a substrate, any one of the coatings described herein; and exposing the coated substrate to at least one radiation source selected from an infrared radiation source and an ultraviolet radiation source.
  • the present disclosure provides a method of reducing the water-based staining of a flooring product comprising applying to the major surface of a substrate, any one of the coatings described herein; and exposing the coated substrate to at least one radiation source selected from an infrared radiation source and an ultraviolet radiation source.
  • Some aspects of the disclosure provide a method of reducing emission of volatile organic compounds from a substrate coated with any one of the coatings described herein, comprising: applying to the major surface of the substrate, any one of the coatings described herein; and exposing the coated substrate to at least one radiation source selected from an infrared radiation source and an ultraviolet radiation source.
  • the coated substrates provide a water contact angle of from about 85 degrees to about 120 degrees. In some embodiments, the coated substrates provide a surface energy of from about 6 to about 21 dyne/cm.
  • the coating is applied to the substrate in amount sufficient to provide a wet thickness of from about 12.7 ⁇ m to 50.8 ⁇ m (about 0.5 to 2 mils). In some embodiments, the coating is applied to the substrate in an amount sufficient to provide a wet thickness of about 25.4 ⁇ m (1 mil).
  • the coated substrate is exposed to a plurality of radiation sources. In some aspects of the disclosure, the coated substrate is exposed to an infrared radiation source. In some aspects of the disclosure, the coated substrate is exposed to an ultraviolet radiation source. In some embodiments, the ultraviolet radiation source is selected from a UVA radiation source; a UVB radiation source; a UVC radiation source; and combination of two or more thereof.
  • the acrylate component comprises an acrylate resin such as EC6360 polyester acrylate, EM 2204 tricyclodecane dimethanol diacrylate, EC6154B-80, EC6115J-80, EC6142H-80, and EC6145-100 all available from Eternal; Actilane 579 and Actilane 505 available from AkzoNobel; Roskydal TP LS 2110, Roskydal UA VP LS 2266, Roskydal UA VP LS 2380, Roskydal UA VP LS 2381 (XD042709), Roskydal UA XP 2416, Desmolux U200, Desmolux U 500 acrylate, Desmolux U680H, Desmolux XP2491, Desmolux XP2513 unsaturated aliphatic urethane acrylate, Desmolux XP 2738 unsaturated aliphatic allophanate, Desmolux P175D, Rosky
  • the coatings of the present invention include a photoinitiator, which absorbs only in the UV range of the electromagnetic spectrum.
  • the photoinitiator absorbs radiation at wavelengths lying outside, or shorter than, the visible light spectrum, generally less than about 420 nm.
  • the photoinitiator responds to such UV radiation to initiate and induce curing of the curable resin component.
  • Photoinitiators that may be employed include any photoinitiator known in the art and which is activated by ultraviolet radiation.
  • the photoinitiator is usually, but not necessarily, a free radical photoinitiator.
  • Suitable free radical photoinitiators include unimolecular (Norrish Type I and Type II), bimolecular (Type II), and biomolecular photosensitization (energy transfer and charge transfer).
  • Exemplary free radical photoinitiators that may be employed include, but are not limited to, diphenyl ketone, 1-hydroxycyclohexyl phenyl ketone, phenyl bis (2,4,6-trimethyl benzoyl)phosphine oxide, Esacure KTO-46 (a mixture of phosphine oxide, Esacure KIP150 and Esacure TZT), 2,4,6-trimethylbenzoyldiphenyl phosphine oxide, isopropylthioxanthone, 1-chloro-4-propoxy-thioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, camphorquinone, 2-ethyl anthraquinone, as well as Irgacure 1700, Irgacure 2020, Irgacure 2959, Irgacure 500, Irgacure 651, Irgacure 754, Irgacur
  • the photoinitiator may be a benzophenone (such as, but not limited to, diphenyl ketone) or substituted benzophenone, such as, for example, an alpha-hydroxyketone.
  • One particularly suitable alpha-hydroxyketone is 1-hydroxy-cyclohexylphenyl-ketone.
  • Photoinitiators may be present in the coating compositions of the disclosure, for example, in an amount from about 1 wt. % to about 15 wt. % by weight in the final composition; optionally in an amount from about 2 wt. % to about 6 wt. %.
  • the UV curable coating according to the invention includes from 0.1 wt% to 5 wt% of a photoinitiator.
  • Abrasives may be present in the coating compositions.
  • Abrasives that may be employed include, but are not limited to: aluminum oxide, fluorite, apatite, feldspar, nepheline syenite, glass, quartz, ceramic, silicon nitride, silicon carbide (carborundum), tungsten carbide, titanium carbide, topaz, corundum/ sapphire (Al 2 O 3 ), diamond, and combinations thereof.
  • a non-limiting example of an abrasive that may be employed is PWA30 alumina from Fujimi.
  • abrasives are present in the coating compositions, for example, in an amount from about 1 wt. % to about 20 wt.
  • the UV curable coating according to the invention includes from 1 wt% to 15 wt% of an abrasive.
  • abrasives are present in an amount from about 1% to about 10 wt. %. Further optionally, abrasives are present in an amount from about 1 wt. % to about 6 wt. %.
  • Flattening agents may be present in the coating compositions.
  • Flattening agents that may be used re usually inorganic, typically silica, although organic flattening agents or a combination of inorganic and organic materials may be used as flattening agents.
  • examples of such flattening agents include but are not limited to Gasil UV70C silica from Ineos Silicas.
  • the flattening agents may differ by chemistry (i.e., composition), particle size, particle size distribution, surface treatment, surface area and/or porosity.
  • Suitable amine synergists include, but are not limited to, 2-ethylhexyl-4-dimethylamino benzoate, ethyl 4-(dimethylamine) benzoate, N-methyl diethanolamine, 2-dimethylamino ethylbenzoate, and butoxyethyl-4-dimethylamino benzoate, as well as CN373, CN383, CN384, CN386 and CN 371, all available from Sartomer; Ebecry P104, Ebecry P115, Ebecry 7100 all available from Cytec; and Roskydal UA XP 2299 available from Bayer.
  • UV curable compositions for use as protective coatings on substrates, such as flooring may be created as either a solvent base or waterborne formulations that include a resin and a photoinitiator.
  • compositions also may include one or more surfactants.
  • surfactants that may be employed include, but are not limited to, BYK 3530, BYK 3532, BYK 3533 and BYK 3534 from BYK Chemie.
  • the present invention relates to ultraviolet (UV) curable, coating compositions.
  • Exemplary compositions of the present invention cure by exposure to UV light to form a coating for flooring, such as, but not limited to, linoleum, hardwood, resilient sheet, and tile flooring.
  • flooring products demonstrate, inter alia, improved stain resistance, improved scuff resistance, improved scratch resistance, and/or the ability to restore the floor using dry buffing maintenance.
  • the present disclosure provides coatings comprising a curable resin, a photoinitiator, a matting agent/wax, an abrasive, and a dispersing agent.
  • the coatings further comprise an antimicrobial agent.
  • the curable resin comprises an acrylate component.
  • the curable resin includes both a monomer and oligomer.
  • the use of monomers reduces the viscosity of the coating prior to curing. This facilitates the manufacturing and coating process.
  • the coatings comprise an acrylate, a tricyclodecane dimethanol diacrylate, a cyclic trimethylolpropane triacrylate, 2-phenoxythyl acrylate, a silicone acrylate or a combination of two or more thereof.
  • the coatings comprise a polyester acrylate, an urethane acrylate, an epoxy acrylate, a silicone acrylate, a hydrophobic urethane acrylate, an aliphatic silicone acrylate, a hydrophobic acrylate ester, an amine synergist or a combination of two or more thereof.
  • Curable resins are present in the coating compositions, for example, in an amount from about 60% to about 90% by weight in the final composition. Desirably, curable resins are present in an amount from about 75 wt. % to about 85 wt. %. Monomers are present in the coating compositions, for example, in an amount from about 5 wt. % to about 70 wt. %. Desirably, monomers are present in an amount from about 30 wt. % to about 45 wt. %. Oligomers are present in the coating compositions, for example, in an amount from about 5 wt. % to about 70 wt. %. Desirably, oligomers are present in an amount from about 35 wt. % to about 45 wt. %.
  • the acrylate component comprises one or more silicone acrylates.
  • Some embodiments provide coatings wherein the silicone acrylate is present in the coating composition, for example, in an amount from about 1 wt. % to about 30 wt. %. In some embodiments, a silicone acrylate is present in an amount from about 2 wt. % to about 10 wt. %. In some embodiments, a silicone acrylate is present in an amount from about 3 wt. % to about 7 wt. %.
  • Some embodiments provide coatings comprising an acrylate component comprising a silicone acrylate in the amount of from about 2 wt. % to about 10 wt. %; and a lubricant in an amount of from about 2 wt. % to about 10 wt. %. Some embodiments provide coatings comprising an acrylate component comprising a silicone acrylate in the amount of from about 3 wt. % to about 7 wt. %; and a lubricant in an amount of from about 5 wt. % to about 9 wt. %. Some embodiments provide coatings comprising an acrylate component comprising a silicone acrylate in the amount of from about 3 wt. % to about 7 wt. %; and a lubricant in an amount of from about 6 wt. % to about 8 wt. %.
  • the exemplary compositions of the present invention may include at least one polymer matting agent.
  • the polymer matting agent When the composition is cured, the polymer matting agent is a solid which is provided in the coating to provide flooring polishing characteristics.
  • the polymer matting agent allows the floor to be dry buffed to restore the floor to its initial appearance. This allows the floor to be polished without the need for additional chemicals or polishes to be added.
  • Suitable polymer matting agents include, but are not limited to: polytetrafluoroethylene, polyethylene, polypropylene, modified polyethylene, wax polymers, hydrocarbon, biodegradable polymer based on renewable resources, natural waxes (such as, but not limited to, carnauba wax, montan wax, paraffin wax) and combinations thereof.
  • lubricants and “polymer matting agents” are used interchangeably.
  • a silica matting agent may be included, for example, in an amount from about 0 wt. % to about 15 wt. %. Desirably, silica matting agents are present in an amount from about 1 wt. % to about 6 wt. %.
  • compositions of the present invention may also include at least one dispersing agent.
  • the dispersing agents include, but are not limited to: acrylic block copolymers and combinations thereof.
  • Dispersing agents may be present in the coating compositions, for example, in an amount from about 0.1 wt. % to about 1 wt. %. Desirably, dispersing agents are present in an amount from about 0.1 wt. % to about 0.5 wt. %.
  • the exemplary compositions of the present disclosure may also include an amine synergist.
  • An amine synergist may be present in the coating compositions, for example, in an amount from about 1 wt. % to about 15 wt. %. Desirably, an amine synergist is present in an amount from about 2 wt. % to about 6 wt. %, optionally in the amount of about 2.5 wt. %.
  • the exemplary compositions of the present invention may optionally include wetting agents.
  • suitable wetting agent include, but are not limited to: silicones or silicone-free surfactants, fluorocarbon surfactants and the combination thereof.
  • Wetting agents are present in the coating compositions, for example, in an amount from about 0% to about 5 wt. %. Desirably, wetting agents are present in an amount from about 0 wt. % to about 1 wt. %.
  • the exemplary compositions of the present invention may optionally include an antimicrobial agent.
  • the antimicrobial agent may be present in the coating compositions, for example, in an amount from about 0 wt. % to about 3 wt. %. Desirably, antimicrobial agents are present in an amount from about 0.1 wt. % to about 1 wt. %.
  • the UV curable compositions may be applied to a surface of flooring, such as, but not limited to linoleum, hardwood, resilient sheet, and tile flooring to form a coating thereon.
  • a surface of flooring such as, but not limited to linoleum, hardwood, resilient sheet, and tile flooring.
  • the compositions of the present invention cure to a coating that imparts improved stain resistance, improved scuff resistance, improved scratch resistance, and/or the ability to restore the floor using dry buffing maintenance.
  • the combination of a silicone acrylate and a polymer matting agent contributes to the improved stain resistance demonstrated by the coatings of the present invention.
  • the coating forms a hydrophobic surface which resists water based stains, captures less dirt and is easily cleaned or maintained using dry buffing.
  • the coatings of the present invention provide a reduction in VOC emissions from a substrate coated therewith.
  • the substrate is a cellulosic substrate.
  • the substrate is a wood plank.
  • the substrate is selected from linoleum, hardwood, resilient sheet, and tile.
  • the substrate is vinyl tile.
  • Table 1 Described in Table 1 (below) are five (5) exemplary coatings of the present disclosure. Coatings I and II are reference coatings not in accordance with the present claims. These coatings were prepared by conventional means, readily understood by those skilled in the art. Table 1 I II III IV V Ingredient Wt.
  • Coatings of the present invention are evaluated against acrylate coatings which do not contain the combination of elements provided by embodiments of the present invention for their ability to resist heel scuff. Specifically, the coatings are applied to a substrate and are evaluated according to ease of scuffing and the ease with which a scuff is removed.
  • Table 2 The data described in Table 2 (below) demonstrates that the coatings of the present invention (III-V) provide an acceptable level of heel scuff resistance while comparative acrylate coatings which do not contain the inventive combination of ingredients (CI-CV) do not.
  • "P” represents an acceptable level of heel scuff resistance
  • “F” represents an unacceptable level of heel scuff resistance.
  • Coatings of the present invention are evaluated against acrylate coatings which do not contain the combination of elements provided by embodiments of the present invention for their ability to resist abrasion. Specifically, the coatings are applied to a substrate and each coated substrate is exposed to 320 grit sandpaper in a Byk Gardner Abrasion Tester for thirty (30) cycles. Gloss measurements are taken prior to and after the 30 cycles are completed. Pre-exposure and post-exposure gloss readings are compared and a percentage gloss retention is calculated.
  • Coatings of the present invention are evaluated against acrylate coatings which do not contain the combination of elements provided by embodiments of the present invention to compare the hydrophobicity of a substrate coated therewith. Specifically, the coatings are applied to a substrate and the water contact angle and surface energy of the coated surfaces are measured.
  • Table 4 demonstrate that the coatings of the present invention (III-IV) provide a greater water contact angle and lower surface energy than the comparative acrylate coatings which do not contain the inventive combination of ingredients (CI-CV).
  • the increased water contact angle and the reduced surface energy demonstrated by exemplary coatings of the present invention result in a coated surface that provides reduced dirt attraction, improved cleanability and minimized water-based staining.
  • V An exemplary coating of the present invention (V) is evaluated (ASTM D6007-02 (2008)) against an acrylate coating which does not contain the combination of elements provided by embodiments of the present invention (CVI) for volatile organic compound (VOC) emissions. Both coatings are applied to a thickness of about 51 ⁇ m (2 mils) and cured with a UVA 1.103 J/cm 2 - UVC 0.171 J/cm 2 .
  • the data described in Table 5 (below) demonstrates that coatings of the present invention provide a greater than five-fold reduction in VOC emissions from a wood substrate coated therewith.
  • Table 5 Coating V CVI Formaldehyde Concentration in Air Ppm BLQ 0.03 mg/(m 2 h) 0.003 0.017
  • An exemplary coating of the present invention (V) is evaluated in a FLEC test against an acrylate coating which does not contain the combination of elements provided by embodiments of the present invention (CVII) for total volatile organic compound (TVOC) emissions after twenty-eight (28) days. Both coatings are applied to a thickness of about 2 mm.
  • the data described in Table 6 (below) demonstrates that coatings of the present invention provide a greater than three-fold reduction in TVOC emissions from a resilient sheet coated therewith.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Architecture (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Civil Engineering (AREA)
  • Structural Engineering (AREA)
  • Electromagnetism (AREA)
  • Paints Or Removers (AREA)
  • Laminated Bodies (AREA)
  • Floor Finish (AREA)

Claims (13)

  1. Revêtement durcissable par UV comprenant :
    65 % à 85 % en poids d'un composant acrylate ;
    0,1 % à 5 % en poids d'un photo-initiateur ;
    0,1 % à 5 % en poids d'un synergiste aminé ;
    0,1 % à 10 % en poids d'un lubrifiant ; et
    0,1 % à 15 % en poids d'un agent abrasif,
    dans lequel le composant acrylate comporte un acrylate de silicone ; et
    dans lequel le lubrifiant est un lubrifiant à base de cire.
  2. Revêtement selon la revendication 1, comprenant 5 % à 9% en poids du lubrifiant, et dans lequel l'acrylate de silicone est présent selon une proportion de 3 % à 7 % en poids du revêtement.
  3. Revêtement selon, soit la revendication 1, soit la revendication 2, comprenant en outre 0,1 % à 3 % en poids d'un agent aplatisseur.
  4. Revêtement selon l'une quelconque des revendications précédentes, comprenant en outre 0,1 % à 1 % en poids d'un tensioactif.
  5. Produit de revêtement de sol comprenant :
    un substrat ; et
    un revêtement durcissable par UV comprenant : 65 % à 85 % en poids d'un composant acrylate ;
    0,1 % à 5 % en poids d'un photo-initiateur ;
    0,1 % à 5 % en poids d'un synergiste aminé ;
    0,1 % à 10 % en poids d'un lubrifiant ; et
    0,1 % à 15 % en poids d'un agent abrasif,
    dans lequel le revêtement est appliqué sur une surface principale du produit de revêtement de sol,
    dans lequel le composant acrylate comporte un acrylate de silicone ; et
    dans lequel le lubrifiant est un lubrifiant à base de cire.
  6. Produit selon la revendication 5, dans lequel le revêtement comprend 2 % à 3,5 % en poids du photo-initiateur.
  7. Produit selon, soit la revendication 5, soit la revendication 6, dans lequel le revêtement comprend 5 % à 9 % en poids du lubrifiant, et dans lequel l'acrylate de silicone est présent selon une proportion de 3 % à 7 % en poids du revêtement.
  8. Produit selon la revendication 7, dans lequel le revêtement comprend 6 % à 8 % en poids du lubrifiant.
  9. Produit selon l'une quelconque des revendications 5 à 8, dans lequel le revêtement comprend en outre 0,1 % à 3 % d'un agente aplatisseur.
  10. Produit selon l'une quelconque des revendications 5 à 9, dans lequel le revêtement comprend 3 % à 5 % en poids de l'agent abrasif.
  11. Procédé pour améliorer la résistance aux marques de talons d'un produit de revêtement, améliorer la résistance aux rayures d'un produit de revêtement de sol, réduire le pourcentage d'attraction de la poussière sur une surface d'un produit de revêtement de sol, améliorer la propreté d'une surface d'un produit de revêtement de sol, réduire les taches à base d'eau sur un produit de revêtement de sol, ou réduire les émissions de composés organiques volatils d'un produit de revêtement de sol, comprenant l'application sur la surface principale d'un substrat, le revêtement selon l'une quelconque des revendications 1 à 4 ; et l'exposition du substrat revêtu à au moins une source de rayonnement sélectionnée parmi une source de rayonnement infrarouge et une source de rayonnement ultra-violet.
  12. Procédé pour améliorer la résistance aux marques de talons d'un produit de revêtement, améliorer la résistance aux rayures d'un produit de revêtement de sol, réduire le pourcentage d'attraction de la poussière sur une surface d'un produit de revêtement de sol, améliorer la propreté d'une surface d'un produit de revêtement de sol, réduire les taches à base d'eau sur un produit de revêtement de sol, ou réduire les émissions de composés organiques volatils d'un produit de revêtement de sol selon la revendication 11, dans lequel le revêtement est appliqué sur un substrat selon une proportion suffisante pour créer une épaisseur au mouillé de 0,5 à 2 mm.
  13. Procédé selon, soit la revendication 11, soit la revendication 12, dans lequel la source de rayonnement ultra-violet est sélectionnée parmi une source de rayonnement UVA , une source de rayonnement UVB ; une source de rayonnement UVC ; et une combinaison de deux ou de plusieurs de celles-ci.
EP13770989.5A 2012-08-31 2013-08-30 Revêtements durables durcissables par uv Revoked EP2890749B1 (fr)

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EP (1) EP2890749B1 (fr)
JP (1) JP6014265B2 (fr)
CN (1) CN104603216B (fr)
AU (1) AU2013308554B2 (fr)
IN (1) IN2015DN02237A (fr)
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RU2015111203A (ru) 2016-10-20
AU2013308554B2 (en) 2016-01-14
RU2610077C2 (ru) 2017-02-07
JP6014265B2 (ja) 2016-10-25
AU2013308554A1 (en) 2015-03-12
WO2014036462A1 (fr) 2014-03-06
CN104603216A (zh) 2015-05-06
IN2015DN02237A (fr) 2015-08-21
EP2890749A1 (fr) 2015-07-08
US20150252209A1 (en) 2015-09-10
JP2015533877A (ja) 2015-11-26
CN104603216B (zh) 2018-01-23

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